Holiday houses in Calibogue Sound

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Top-rated holiday rentals in Calibogue Sound

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Guest favourite
A cozy living area features a light-colored sofa adorned with colorful pillows, complemented by two accent chairs. A wooden coffee table sits in the center, and wall art enriches the space. Natural light filters through a nearby window, enhancing the welcoming atmosphere.
Home in Daufuskie Island
5 out of 5 average rating, 68 reviews

The Sol Shack! 2 BR + grill and full kitchen!

Welcome to your tranquil retreat nestled in nature on Daufuskie Island! Your woodland retreat in the Historic District on Daufuskie Island is more than just a place to stay; it's an immersive experience in nature and tranquility. Book your stay today and create memories in this charming 2 bedroom home that seamlessly blends modern comfort with the enchantment of the island's natural beauty. Only 5 minutes to Freeport Marina! Rent The Cucumber Cabana next door to sleep an additional 2 people.

Superhost
The exterior of Pelican's Perch Cottage is showcased with its charming wooden facade and light-coloured shutters. A screened porch is visible, featuring ceiling fans for comfort. The cottage is surrounded by landscaped greenery and tall trees, providing a serene setting in a coastal environment.
Home in Daufuskie Island
5 out of 5 average rating, 3 reviews

Pelican’s Perch 3BDR Oceanfront w/ Golf Cart

Welcome to Pelican’s Perch Cottage, a luxury retreat perfect for families and friends. - A 4-passenger golf cart is included for any reservation created on or after 12/31/25 - Newly renovated with beautiful flooring and decor - Two screen porches and a huge backyard - Scenic marsh views and a glimpse of the Atlantic Ocean - High-speed internet and smart TVs in every room - Unique swing bed for relaxation - This property allows only electric golf carts. - Close to local attractions

Top Guest favourite
A wooden boardwalk extends into the marsh, flanked by overhanging trees and greenery. The path is lined with railings, leading to the water's edge, where expansive views of the marsh and river can be seen in the distance.
Guest suite in Tybee Island
4.96 out of 5 average rating, 89 reviews

Camp Laney's Sunrises & Sunsets

Unwind at this unique & tranquil gem in a hidden neighborhood looking over the Back River to Tybee. The beach is accessible by car, or kayak from our dock for the adventurous soul. With miles of marsh on one side, & the Back River flowing to the ocean on the other, enjoy sunrises & sunsets. Use the salty beach bikes, kayaks, canoe, jump off the dock, build a (responsible) fire in the pit, or relax on the patio. This cozy downstairs suite has its own entrance in a private home. Come be our guest.

Top Guest favourite
A small outdoor balcony features a round table with two chairs, adorned with floral cushions. Two blue cups sit atop a light blue placemat, with a view of lush greenery and trees visible in the background.
Condo in Hilton Head Island
5 out of 5 average rating, 36 reviews

Steps to Ocean & Marina in Sea Pines-bikes-pool!

Free Bikes-Pool-Tennis! 2 bedroom, 2 bath Bluff Villas condo located in the heart of South Beach within the Sea Pines Resort. Steps from the beach, marina, pool & famous Salty Dog Cafe. Both baths Newly tiled/renovated amenities: - 4 bikes to use on Sea Pines' perfectly maintained wide bike paths - Pool 3 min next door(incl)-open Mem Day wknd - 1 hour/day + free walk on time-tennis at So Beach Racquet Club - new world class Pickleball facility! (reas rates) - 4 beach chairs & wagon - Spectrum

Top Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 22 reviews

Sea Pines Villa – Walk to Beach, Pool, & Salty Dog

Steps from Beach, Pool, & Salty Dog! Bright 3-bed villa in the heart of Sea Pines fast Wi-Fi and fully stocked kitchen. What you’ll love: 5-minute walk to sand, trails & marina dining Large open living area with Smart TV & books Private patio for morning coffee under palms Enjoy full-size washer/dryer, beach gear and free on-site parking. Ideal for families or couples wanting space to relax after sun-soaked days. Ready for a carefree coastal getaway? Tap “Reserve” before your dates disappear!

Top Guest favourite
A screened-in porch is furnished with a wooden table and four high-backed chairs, offering views of the surrounding greenery. Natural light fills the space through the screens, highlighting a large potted plant and a smaller table. The floor is adorned with a textured blue rug.
Condo in Daufuskie Island
5 out of 5 average rating, 47 reviews

Daufuskie Island Beachside Escape • Birdsong Oasis

Accessible only by boat or ferry, escape to the natural beauty of Daufuskie Island! Birdsong Oasis, in the historic Melrose community, is a serene 1BR retreat with two queen beds, kitchenette, spacious bath, and screened-in deck. Surrounded by moss-draped oaks and birdlife, it overlooks a peaceful salt marsh and is just steps from white-sand beaches—perfect for swimming, birdwatching, or even horseback riding along the shore this fall! Discover the island’s rich history and laid-back charm.

Superhost
A light-filled living area features two green sofas positioned around a round coffee table. A large artwork depicting a coastal scene is displayed on the wall, while sliding glass doors lead to an outdoor balcony surrounded by greenery.
Apartment in Hilton Head Island
4.78 out of 5 average rating, 9 reviews

Sea Pines-Harbour Town, Updated and Bright Pets OK

Right in the heart of Harbour Town in exclusive Sea Pines Resort, this 3 bedroom second floor villa in Clipper Court boasts many new renovations, new furniture, an unbelievable location, and is pet friendly. Take in the sunset, enjoy the awesome park for kids, easy access to the beach via the trolley line and walk to dinner at a new restaurant almost every night! Catch live music by the Liberty Oak, shopping, the marina and much more. This fantastic property is our newest SeaPinesVilla.

Top Guest favourite
The exterior of a charming cottage is highlighted by vibrant string lights illuminating the porch and expansive windows. Large beams support the peaked roof, while surrounding trees create a natural, serene setting. A fish symbol decorates the entrance, welcoming guests to the tranquil retreat.
Home in Daufuskie Island
5 out of 5 average rating, 155 reviews

Glenn's Greenish Daufuskie Cottage

STR-007307-2025 Perfect get away on Daufuskie Island, SC with a view of the Inner coastal Waterway. Rent a golf cart, private quiet beaches and get away from it all. This cottage is great for families, workshops, reunions and retreats. Beautiful sunset views. The island is only accessible by ferry or boat. Beautiful views. Marshside Seashell Labyrinth directly across. You must rent a golf cart You for sure want to bring your bug spray of choice. wiki.officialdaufuskie

Top Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 5 reviews

Charming Lagoon view Townhome near Harbor Town

With a picturesque lagoon view this two-bedroom townhome is perfect for getting away from the every hustle. Spacious living area to relax and enjoy the peaceful settings of the lagoon on the back patio. Two well appointed bedrooms upstairs each with their own full bath and TV's. Walking distance to the Harbor Town Golf Club and Tennis courts as well as the Harbor town to shop, eat and enjoy the beautiful sights of the marina. (Short Term rental lic no. 7524.)

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 17 reviews

LARGE Private Pool & Spa ~ Designer Decorated

Escape to Island Time, a 4BR/3BA retreat in Sea Pines, just 0.5 miles to the beach & 0.7 miles to the Beach Club. This spacious home features a private heated pool & spa, golf course views, a screened-in porch, and multiple indoor & outdoor living areas. Enjoy the grill (cleaned before arrival, propane included) and a Solo Stove fire pit (guest provides firewood). Experience the perfect blend of relaxation and Lowcountry charm—book your stay today!

Top Guest favourite
A spacious studio is highlighted by a high wooden ceiling and stylish decor. A leather sofa sits opposite a king size bed, both accented by decorative pillows. A coffee table is positioned in front of the sofa, and artwork adorns the light-colored walls.
Guest suite in Wilmington Island
4.96 out of 5 average rating, 56 reviews

Sunrise Studio (NO Cleaning Fee)

This is a one bedroom guest unit that is inside of our modern loft listing. We have a guest suite on either side of the house that can be booked separately in this listing. It’s set up like a luxury hotel suite. It has a private bed and bath with a private entrance. This unit is separated from the rest of the house by communicating doors similar to what you see between adjoining hotel rooms. The dividing walls are 8” thick and soundproofed.

Top Guest favourite
The unique structure features floor-to-ceiling windows, allowing natural light to illuminate the interior. Surrounded by tall pine trees, the exterior showcases a blend of green tones. An inviting deck area includes seating options, creating a perfect spot to unwind in nature.
Home in Hilton Head Island
4.99 out of 5 average rating, 82 reviews

Harbour Town Treehouse | Deer Island | Sea’Forever

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Popular amenities for Calibogue Sound holiday rentals